Reacción #2322556

Ecuación de reacción

N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide

1-chloro-2-ethylsulfanyl-ethane

K2CO3

→

5-amino-1-(2-ethylsulfanyl-ethyl)-3,3-dimethyl-6-nitro-1,3-dihydro-indol-2-one

Rendimiento 55.3%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat 40° C.
2. 2
   Otrofor 4 d
3. 3
   OtroAfter aqueous work-up and purification by RP chromatography the pure material (0.77 g)
4. 4
   Temperaturaat reflux

Procedimiento

Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (1 g) is alkylated using 1-chloro-2-ethylsulfanyl-ethane (0.5 ml; 3.83 mmol) and K2CO3 (0.54 g; 3.83 mmol) at 40° C. for 4 d. After aqueous work-up and purification by RP chromatography the pure material (0.77 g) is de-acetylated in MeOH (35 ml) using DBU (0.3 ml) at reflux. After aqueous work-up 5-amino-1-(2-ethylsulfanyl-ethyl)-3,3-dimethyl-6-nitro-1,3-dihydro-indol-2-one (0.65 g) is obtained and used without further purification.

Fuente